Lithium Bromide → 4-(2-Bromoethyl)oxane

HRID 1010945

반응식

HRID 1010945 반응식
CS(O[CH2:6][CH2:7][CH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)(=O)=O.[Br-:14].[Li+]>CC(C)=O>[Br:14][CH2:6][CH2:7][CH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1

참가 물질

4

반응물 2

HCID 82050Lithium BromideHCID 222730832-(Tetrahydro-2H-pyran-4-yl)ethyl methanesulfonate

생성물 1

HCID 226370124-(2-Bromoethyl)oxane수율 69.9%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To 2-(tetrahydro-2H-pyran-4-yl)ethyl methanesulfonate (5.4 g) in dry acetone at room temperature was added lithium bromide (9 g) in one go. The reaction was heated to reflux for 4 hours, under nitrogen. The reaction was cooled to room temperature and concentrated in vacuo. The residue was taken up in dichloromethane (100 ml) and washed with water (50 ml). The organic layer was dried by passing through a hydrophobic frit, and concentrated in vacuo. The product was purified by silica chromatography (40 g) (ISCO) using a gradient elution of 0-50% cyclohexane:ethyl acetate to afford the title compound as a colourless oil (3.5 g).

후처리

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 4 hours, under nitrogen
  3. concentrationconcentrated in vacuo
  4. washwashed with water (50 ml)
  5. customThe organic layer was dried
  6. concentrationconcentrated in vacuo
  7. customThe product was purified by silica chromatography (40 g) (ISCO)
  8. washa gradient elution of 0-50% cyclohexane

출처 및 근거

ORD 기록
ord-886c78ff6a324304b1d02e82947b120c
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977344B2

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